Isle of Wight holiday cottages

Our exclusive collection of cottages on the Isle of Wight have been handpicked and inspected by our team of island experts. Home to some of the best coast and countryside in Britain, the Isle of Wight is perfect for a romantic break for two or a family gathering with dogs and all. For a sneak peek of what awaits you on the island, check out our new <webcams in Ryde and Freshwater.

Showing :

119 cottages

Nights
  • 2
  • 3
  • 4
  • 5
  • 6
  • 7
  • 14
  • 21
  • 28
Arrival Date
People
  • 1
  • 2
  • 3
  • 4
  • 5
  • 6
  • 8
  • 10
  • 12
Location
  • Central Wight
  • Island Harbour
  • Merstone
  • Newport
  • East Wight
  • Bembridge
  • Fishbourne
  • Ryde
  • Sandown
  • Seaview
  • St Helens
  • Wootton
  • North Wight
  • Cowes
  • East Cowes
  • Gurnard
  • Whippingham
  • South Wight
  • Godshill
  • Shanklin
  • Ventnor
  • West Wight
  • Brighstone
  • Brook
  • Freshwater
  • Freshwater Bay
  • Totland
  • Yarmouth
  • Sleeps 6

    25 Palmerston Road

    Shanklin

    From £601 a week

    Welcome to 25 Palmerston Road, a delightful holiday home perfectly situated in the charming town of Shanklin and just a short stroll away from the golden sandy beach and a good selection of eateries. ...

  • Sleeps 8 dogs allowed

    Sun Lodge

    Ventnor

    From £1035 a week

    Step back in time and immerse yourself in the historic charm of Ventnor at this elegant Isle of Wight retreat with mesmerising sea views and generous spaces for a truly relaxing family escape. Ima...

  • Sleeps 6

    Bentinck

    Ventnor

    From £706 a week

    With everything you could wish for on your doorstep for a blissful Isle of Wight holiday experience with family or friends, Bentinck is a great base to explore all that this Island has to offer. Locat...

  • Sleeps 6

    Longdown Hall

    Ventnor

    From £801 a week

    A stunning property in Ventnor on the southern tip of the Island, with the most sensational 180 degree sea views from the sun-drenched patio. Relax with your breakfast in the sunshine as Ventnor enjoy...

  • Sleeps 10

    Harbour View

    Ryde

    From £1513 a week

    Escape to the Isle of Wight for a blissful coastal retreat at Harbour View, an impressive Grade II Listed townhouse with stunning sea views, spread over three floors, and with the golden sands and gli...

  • Sleeps 8

    Lucaya

    Ryde

    From £615 a week

    Welcome to Lucaya, a smart town house for eight set over three floors, a great space with a pretty enclosed rear patio and lawn, the ideal stay for a family looking for a seaside break. Located in the...

  • Sleeps 4

    2 St Josephs

    Ventnor

    From £650 a week

    With sea views from the terrace and fresh, modern decor throughout, 2 St Josephs is a holiday maker's home-from-home. It is the perfect getaway for a small family, a couple or two friends traveling to...

  • Sleeps 4

    6 St Josephs

    Ventnor

    From £427 a week

    6 St Josephs is a top floor apartment with stunning panoramic sea views, which you can admire from the balcony, sitting-room and main bedroom! Ideally positioned between Bonchurch and Ventnor this apa...

  • Sleeps 4

    1 St Josephs

    Ventnor

    From £564 a week

    With one of the best views on the Isle of Wight, 1 St Josephs is a superb ground floor apartment beautifully decorated throughout. The property has a large patio area spanning two sides of the apartme...

  • Sleeps 2 dogs allowed

    The Studio

    2.1 miles SE of Ryde

    From £372 a week

    Whether you seek relaxation or adventure on the Isle of Wight, The Studio provides the most welcoming modern-rustic retreat to experience the best of natural beauty and contemporary comforts. Perfect ...